The Deer Santa Festival was launched in 2019 as a project of the community organization, Picture Pittsfield. Area businesses and organizations host holiday activities around the community and are listed on one community calendar.
The festival kicks off with a Santa Parade and Christmas Tree Lighting event the Sunday after Thanksgiving and activities continue through December. Click on the Events link for a complete Google calendar you can sync with your own calendar.
Some of the event highlights for 2019 are:
Deer Santa Display Challenge – Starting in November, you can purchase a wooden yard deer through Picture Pittsfield for $30 ($20 cost, $5 donation to the Pittsfield High School wood shop for cutting out the deer for us and $5 donation towards the Deer Santa Festival expenses). Decorate it any way you like (family friendly, please!) and then deliver it back to the Pittsfield courthouse square Nov 30 for display at the Dec. 1 Christmas Tree Lighting Event. Top deer will win fun prizes!
Dec. 1 Santa Parade and Christmas Tree Lighting Ceremony – 3-6 p.m., Pittsfield Courthouse Square. Parade, photos with Santa, ornament decorating, reindeer visit, caroling, Holiday Market, horse-drawn carriage rides and more. Facebook event: https://www.facebook.com/events/2617854008249222/
Vendor information can be found here.
Dec. 1 Santa’s Mailbox Open through Dec. 22 at U.S. Cellular, 224 E. Washington St., Pittsfield. Santa’s Mailbox is open and, if there is a return address included, the young writer will receive a letter in the mail from Santa! Old school communication at it’s finest!
Dec. 6 Winter Wonderland Photos with Santa – 5-7 p.m. at John Wood CC SEC in Pittsfield, 39637 260th Ave. Santa will be in a Winter Wonderland scene and will listen to requests and pose for pictures. Photographer provided. No charge, but any donations will go to purchase bedding for the Sleep in Heavenly Peace organization, which provides beds for children in our community. Sponsored by the JWCC Rotaract Club.
Dec. 7 Pet Photos with Santa – 10-11:30 p.m., 601 N. Monroe St., Pittsfield IL 62363 Facebook event: https://www.facebook.com/events/520318778757826/
Dec. 7 Backroad Lace Winter Jam and Grand Opening – 10 am-3 pm, 109 N. Madison St, Pittsfield, IL 62363. Facebook event: https://www.facebook.com/events/713902142355765/
Dec. 7 Pike County Mercantile Grand Opening and Holiday Open House – Noon- 4 pm, 111 N. Madison St. Pittsfield, IL 62363. Facebook event: https://www.facebook.com/events/731128980694592/
Dec. 7 Free Press Coffee House Christmas Story Hour and Cookie Decorating – 1-3 p.m., 107 E Washington St, Pittsfield, IL 62363.
Dec. 7 “The Polar Express” Movie Showing – Doors open at 6 p.m., movie starts at 7 p.m., at Pikeland Community School. Sponsored by Pike CEO and Whitetail Properties. Kids $3, adults $5 and children must be accompanied by an adult.
Dec. 9 Wreath Auction – 6:30-8 p.m., Courtyard Cafe, Pittsfield. Facebook event: https://www.facebook.com/events/678614249296463/
Dec. 12 Flowers-N-More/Gianni’s Holiday Cash Mob – 4:30-7:15 p.m., Pittsfield. Facebook event: https://www.facebook.com/events/474833913104291/
Dec. 14 Courtyard Cafe Gingerbread Breakfast for kids – 9 a.m and 9:30 a.m., Courtyard Cafe, Pittsfield. RSVP for this free food and craft event to Courtyard Cafe for your preferred time at (217) 285-4669
Dec. 14 Serenity Day Spa Food Drive – 10 a.m. – 2 p.m., 124 E. Adams St., Pittsfield. Serenity Day Spa is hosting a Holiday Food Drive Event! Bring your canned food throughout the month of December, but there will be a special event December 14th from 10am-2pm. Cookies and Hot Chocolate will be served. Regular business hours to drop off food items are: Mon., Tues., Wed., Fri., 8 a.m.-5:30 p.m.
Dec. 15 Christmas Sing-A-Long at Free Press Coffee House – 1-3 p.m., 107 E Washington St, Pittsfield, IL 62363
Dec. 18 Deer Santa Festival Holiday Decoration Contest – 5:30-7:30 p.m. It’s the new Deer Santa Festival Decorating Contest!!! Here’s your chance to officially become the Clark Griswold of Pittsfield! Picture Pittsfield is hosting its inaugural Deer Santa Festival Decorating Contest. Picture Pittsfield volunteers will be touring the city between 5:30-7:30 pm Wednesday, Dec. 18 and selecting three outdoor holiday decor winners: Retail, Commercial and Residential. Retail are locally-owned businesses, shops and restaurants, and the winning business will get bragging rights and be the February 2020 Cash Mob location. Commercial properties are any other businesses that are not retail or locally owned. And residential entries are decorated homes, any size and shape. The Commercial and Residential winners will get bragging rights and a Deer Santa Festival tree ornament. One entry in each category will win for a total of three winners. Entries will be judged on creativity and overall attractiveness. Be sure to have all lights and animation on between the hours of 5:30-7:30 pm Wednesday Dec. 18. To ensure your entry is considered, especially if you’re “off the beaten path,” post your address and, if commercial or retail, your business name, below. Good luck to all!